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$46+ Cheap flights from Midway (MDW) to Oklahoma

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Midway to Oklahoma

Cheapest flights from Midway to Oklahoma
Explore the most affordable flight options available from Midway to Oklahoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Super.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Fri 1/91:15 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 12/10$103
This Super.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Thu 1/153:00 pmDFW - MDW
Nonstop2h 20mFrontier
Deal found 12/11$124
This Expedia deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Wed 1/710:36 amDFW - MDW
1 stop11h 41mFrontier
Deal found 12/10$140
This Super.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:00 amMDW - DFW
Nonstop2h 42mFrontier
Thu 1/153:00 pmDFW - MDW
Nonstop2h 20mFrontier
Deal found 12/11$142
This Super.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:00 amMDW - DFW
Nonstop2h 42mFrontier
Fri 1/231:30 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 12/11$146
This Super.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:00 amMDW - DFW
Nonstop2h 42mFrontier
Thu 1/153:00 pmDFW - MDW
Nonstop2h 20mFrontier
Deal found 12/11$147
This CheapOair deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Thu 1/16:00 amDFW - MDW
1 stop11h 38mFrontier
Deal found 12/10$166
This CheapOair deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:21 amMDW - DFW
Nonstop2h 45mFrontier
Wed 1/1411:59 amDFW - MDW
1 stop22h 33mFrontier
Deal found 12/10$176
This Southwest deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:55 pmMDW - TUL
Nonstop1h 50mSouthwest
Wed 12/313:15 pmTUL - MDW
Nonstop1h 45mSouthwest
Deal found 12/11$283
This Southwest deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:15 amMDW - OKC
Nonstop2h 15mSouthwest
Thu 1/13:20 pmOKC - MDW
Nonstop1h 55mSouthwest
Deal found 12/10$288
This Southwest deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/248:15 amMDW - OKC
Nonstop2h 15mSouthwest
Tue 12/305:10 pmOKC - MDW
Nonstop1h 55mSouthwest
Deal found 12/9$324
This Mytrip deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:15 amMDW - OKC
1 stop9h 24mFrontier
Sun 12/148:29 pmOKC - MDW
1 stop14h 39mFrontier
Deal found 12/9$342

Find flight deals from Midway to Oklahoma

Keep the following information in mind while searching for Midway to Oklahoma flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$88
(Kiwi.com)

One-way from

$46
(Trip.com)

Popular in

January

Cheapest in

October

Average price

$375

Good round-trip deal

$477 or less

Good one-way deal

$160 or less
Provider with most accurate pricing for Chicago (CHI)-Oklahoma City Will Rogers World flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Oklahoma City Will Rogers World flights.
Search Deals
From Chicago Midway to Oklahoma
Search Deals
One-way flight from Chicago Midway to Oklahoma
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Oklahoma.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Oklahoma.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Oklahoma that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma that are best for you.

Fly from

Midway

Fly to

Oklahoma

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 1/26

5:01 pm-10:53 pm

1 stop5h 52m

Dallas/Fort Worth

Thu 1/29

6:10 am-11:45 am

1 stop5h 35m

$129

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 1/24

4:30 pm-12:27 am

1 stop7h 57m

Dallas/Fort Worth

Tue 1/27

11:25 am-6:36 pm

1 stop7h 11m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 1/24

9:33 am-2:38 pm

1 stop5h 05m

Dallas/Fort Worth

Sat 1/31

5:30 am-12:46 pm

1 stop7h 16m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Tue 1/20

6:14 pm-12:27 am

1 stop6h 13m

Dallas/Fort Worth

Tue 2/10

5:25 am-11:59 am

1 stop6h 34m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Tue 2/17

9:34 am-2:44 pm

1 stop5h 10m

Dallas/Fort Worth

Tue 2/24

1:00 pm-5:37 pm

1 stop4h 37m

$177

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 1/24

6:25 am-2:55 pm

1 stop8h 30m

Dallas/Fort Worth

Sat 2/7

5:30 am-12:46 pm

1 stop7h 16m

$177

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 1/9

3:05 pm-1:58 pm

1 stop22h 53m

Oklahoma City Will Rogers World

Fri 1/16

8:30 pm-7:27 am

2 stops10h 57m

$195

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Tue 2/17

9:34 am-2:44 pm

1 stop5h 10m

Dallas/Fort Worth

Mon 2/23

11:40 am-5:45 pm

1 stop6h 05m

$195

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 2/21

11:01 am-5:25 pm

1 stop6h 24m

Dallas/Fort Worth

Mon 2/23

3:45 pm-10:42 pm

1 stop6h 57m

$195

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 2/18

6:40 pm-12:16 am

1 stop5h 36m

Dallas/Fort Worth

Fri 2/20

5:30 am-12:46 pm

1 stop7h 16m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 60 results
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Best time to book a flight from Midway to Oklahoma

Have a flexible travel schedule? Discover the best time to fly to Oklahoma from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Oklahoma

What is the cheapest time of day to fly from MDW to OK?

Find hourly flight availability from Midway to Oklahoma. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

It’s optimal to fly from Chicago Midway Airport to Oklahoma in the afternoon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago Midway Airport to Oklahoma?

Use this chart to determine the cheapest time to fly round-trip from Midway to Oklahoma. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Oklahoma flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Oklahoma

Get insights into the airlines that provide service to Oklahoma. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oklahoma. Reviews last updated December 12, 2025.
Peruse reviews from past customers who have flown with Southwest from Chicago Midway Airport to Oklahoma to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Midway to Oklahoma. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Oklahoma?

    Departing from Chicago Midway Airport to Oklahoma will take you 5h 52m. The distance between Chicago Midway Airport and Oklahoma is about 797 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Chicago Midway Airport to Oklahoma?

    While some choose either Chicago Midway - Oklahoma City Will Rogers World or Chicago Midway - Tulsa, Chicago Midway - Dallas/Fort Worth is the most popular route from Chicago Midway Airport to Oklahoma.

  • What are the cheapest flights from Chicago Midway Airport to Oklahoma?

    The cheapest flight price from Chicago Midway Airport to Oklahoma is $371. On average you can expect to pay $477. The most popular route, (Chicago Midway - Dallas/Fort Worth), can usually be booked for $70.

  • Can I find deals for flights from Midway to Oklahoma that include hotel bookings?

    Yes. In addition to deals on Midway to Oklahoma flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oklahoma?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oklahoma.

  • Can I find deals for business class flights from Midway to Oklahoma?

    Yes. Cheapflights offers flight deals from Midway to Oklahoma by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Midway to Oklahoma

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Oklahoma

Discover the top airline that operate flights from Midway to Oklahoma. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$131Average$347FlexibilityNo cancel feeOn-time63%

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